34441-14-0

Usage

Uses

Used in Pharmaceutical Industry:
1-Azetidinebutanoic acid, alpha-((3-amino-3-carboxypropyl)amino)-2-carboxy-, (2S-(1(alphaR(R)),2R))is used as a building block for the synthesis of various pharmaceutical compounds. Its unique structure and functional groups make it a valuable component in the development of new drugs, particularly those targeting specific biological receptors or enzymes.
Used in Chemical Research:
In the field of chemical research, 1-Azetidinebutanoic acid, alpha-((3-amino-3-carboxypropyl)amino)-2-car boxy-, (2S-(1(alphaR*(R*)),2R*))- serves as a valuable tool for studying the properties and reactivity of complex organic molecules. Its unique structure allows researchers to explore various synthetic routes and reaction mechanisms, contributing to the advancement of organic chemistry.
Used in Material Science:
The specific structural features of 1-Azetidinebutanoic acid, alpha-((3-amino-3-carboxypropyl)amino)-2-carboxy-, (2S-(1(alphaR(R)),2R))may also find applications in the development of novel materials with tailored properties. Its potential use in material science could include the creation of new polymers, coatings, or other advanced materials with specific characteristics.

InChI:InChI=1/C12H21N3O6/c13-7(10(16)17)1-4-14-8(11(18)19)2-5-15-6-3-9(15)12(20)21/h7-9,14H,1-6,13H2,(H,16,17)(H,18,19)(H,20,21)/t7-,8-,9-/m0/s1

Upstream product

• 55033-06-2 2(S),3'(S)-N-(3-amino-3-carboxypropyl)-azetidine-2-carboxylic acid 
• 87098-90-6 (3S)-3-ethoxycarbonyl-3-trifluoroacetylamino-propionaldehyde 
• 78553-58-9 (S)-1-[(S)-3-((S)-3-Benzyloxycarbonylamino-3-tert-butoxycarbonyl-propylamino)-3-ethoxycarbonyl-propyl]-azetidine-2-carboxylic acid methyl ester 
• 159849-02-2 tert-butyl (2S,3'S,3S)-3'-(N-tert-butoxycarbonyl-3-tert-butoxycarbonyl-3-tert-butoxycarbonylaminopropylamino-3'-tert-butoxycarbonylpropyl)-2-azetidinecarboxylate 
• 56-84-8 L-Aspartic acid 
• 2133-34-8 (2S)-azetidine-2-carboxylic acid 
• 187796-29-8 tert-butyl (S)-1-[(S)-3-benzyloxycarbonylamino-4-tert-butoxy-4-oxobutyl]azetidine-2-carboxylate 
• 187796-28-7 tert-butyl (S)-1-[(S)-3-(tert-butoxycarbonylamino)-4-tert-butoxy-4-oxobutyl]azetidine-2-carboxylate 
• 159849-01-1 tert-butyl (2S,3'S)-2-(N-tert-butoxycarbonyl-3'-tert-butoxycarbonyl-3'-tert-butoxycarbonylaminopropylamino)-4-oxobutanoate 
• 159849-00-0 tert-butyl (2S,3'S)-2-(N-tert-butoxycarbonyl-3'-tert-butoxycarbonyl-3'-tert-butoxycarbonylaminopropylamino)-4-hydroxybutanoate 
• 159848-94-9 methyl (3S,3S')-3-<3'-tert-butoxycarbonylamino-3'-(4-methoxyphenyl)propylamino>-3-(4-methoxyphenyl)propionate 
• 159848-96-1 (3S,3S')-3--3-(4-methoxyphenyl)-1-propanol 
• 159848-98-3 (S)-2-[tert-Butoxycarbonyl-((S)-3-tert-butoxycarbonylamino-3-carboxy-propyl)-amino]-4-(2,2,2-trichloro-ethoxycarbonyloxy)-butyric acid 
• 78553-61-4 (S)-1-((S)-3-Amino-3-ethoxycarbonyl-propyl)-azetidine-2-carboxylic acid methyl ester; hydrochloride 

Downstream Products

• 78146-56-2 di-(4-bromobenzoyl) trimethyl ester of nicotianamine 

Relevant academic research and scientific papers

A novel synthetic approach towards phytosiderophores: Expeditious synthesis of nicotianamine and 2'-deoxymugineic acid

A short and a novel approach for synthesis of nicotianamine, 2'- deoxymugineic acid and related phytosiderophores has been achieved through peptide intermediates. Selective amide reduction in the presence of ester functionalities by conversion to thioamid

A new efficient synthesis of nicotianamine and 2′-deoxymugineic acid

Nicotianamine and 2′-deoxymugineic acid, phytosiderophores, have been efficiently synthesized, which will be suitable for large scale production of these plant physiologically important compounds. The synthetic method for 2′,3″-dideoxy-3″-oxomugineic acid was also investigated.

Total Synthesis of 2'-Deoxymugineic Acid and Nicotianamine

Steroselective total synthesis of the unique phytosiderophores, 2'-deoxymugineic acid (4) and nicotianamine (5), has been achieved from the β-tyrosine derivative 21 using its aryl groups as the carboxyl synthon.

The "Normalizing Factor" for the Tomato Mutant chloronerva. XXV. Synthesis of 2-Epinicotianamine and Nicotianamine

2-Epinicotianamine (6) was synthesized by stepwise reductive alkylation of ethyl (R)-2-azetidinecarboxylate (2) with ethyl (S)-4-oxo-2-(trifluoroacetylamino)butanoate (3); nicotianamine (8) was prepared in an analogous manner from (2S,αS)-α-amino-2-carboxy-1-azetidinebutanoic acid (7). 2-Epinicotianamine and nicotianamine showed the same biological activity with regard to the phenotypical normalization of the tomato mutant chloronerva.

SYNTHESIS OF NICOTIANAMINE AND A RELATED COMPOUND, DERIVATIVES OF AZETIDINE-2-CARBOXYLIC ACID

The synthesis of nicotianamine (1) and a related compound (2) - amino acid derivatives having the azetidine ring - was achieved by reductive coupling of L-aspartic-β-semialdehyde derivatives with L-azetidine-2-carboxylic acid methyl ester.